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Catalyst‐Free Imidation of Allyl Sulfides with Chloramine‐T and Subsequent [2,3]‐Sigmatropic Rearrangement
Author(s) -
Jiang Yubo,
Mo Fanyang,
Qiu Di,
Kuang Chunxiang,
Zhang Yan,
Wang Jianbo
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200604
Subject(s) - chemistry , sigmatropic reaction , aldehyde , catalysis , chloramine t , allyl alcohol , bromine , medicinal chemistry , alcohol , organic chemistry
A facile synthesis of various allyl sulfonamides based on imidation of allyl sulfides with chloramine‐T and subsequent [2,3]‐sigmatropic rearrangement has been achieved without metal catalysts. The reaction completes smoothly within 10 min, providing excellent yields in environment friendly solvent of alcohol. Functional groups such as bromine, hydroxyl, protected amido and aldehyde are tolerant under this condition.